tert-butyl N-[(1S)-1-(7-bromo-9H-pyrido[3,4-b]indol-1-yl)-3-methylbutyl]carbamate | 1242184-98-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: tert-butyl N-[(1S)-1-(7-bromo-9H-pyrido[3,4-b]indol-1-yl)-3-methylbutyl]carbamate
• CAS: 1242184-98-0
• 化学式: C₂₁H₂₆BrN₃O₂
• 分子量: 432.36
• InChiKey: DYUDABLPPIFAND-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(1S)-1-(7-bromo-9H-pyrido[3,4-b]indol-1-yl)-3-methylbutyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到1-(7-溴-9H-吡啶并[3,4-b]吲哚-1-基)-3-甲基丁烷-1-胺
  参考文献：
  名称：

  First total synthesis of eudistalbin A

  摘要：

  Eudistalbin A was isolated from marine tunicate eudistoma album and possess cytotoxic activity (ED(50) < 3.2 mu g/mL) in vitro against the growth of KB human buccal carinoma cells. The synthetic eudistalbin A showed potent inhibitory activity against the breast carcinoma cell line MDA-231 with an IC(50) value of 2.1 mu mol/L using the metabolic assay MTT. All structures of new compounds were confirmed by (1)H NMR, (13)C NMR, HRMS and optical rotation. (C) 2010 Tao Jiang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.03.017
• 作为产物：
  描述：

  2-甲基-2-丙基[(2S)-4-甲基-1-氧代-2-戊烷基]氨基甲酸酯 在 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 tert-butyl N-[(1S)-1-(7-bromo-9H-pyrido[3,4-b]indol-1-yl)-3-methylbutyl]carbamate
  参考文献：
  名称：

  First total synthesis of eudistalbin A

  摘要：

  Eudistalbin A was isolated from marine tunicate eudistoma album and possess cytotoxic activity (ED(50) < 3.2 mu g/mL) in vitro against the growth of KB human buccal carinoma cells. The synthetic eudistalbin A showed potent inhibitory activity against the breast carcinoma cell line MDA-231 with an IC(50) value of 2.1 mu mol/L using the metabolic assay MTT. All structures of new compounds were confirmed by (1)H NMR, (13)C NMR, HRMS and optical rotation. (C) 2010 Tao Jiang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.03.017